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1. (Article ID: 6025)
Arbatsky NP, Shashkov AS, Chizhov AO, Timoshina OY, Shneider MM, Knirel YA
Structure of the capsular polysaccharide of Acinetobacter baumannii MAR 55-66
Russian Chemical Bulletin = Izvestiia Akademii nauk. Seriia khimicheskaia 70(3) (2021)
592-599
A capsular polysaccharide was isolated from cells of opportunistic bacterial pathogen Acinetobacter baumannii strain MAR 55-66. According to carbohydrate analysis and 1H and 13C NMR spectroscopy, it is composed of heptasaccharide repeating units, which include five l-rhamnose (Rha) residues and one residue each of d-glucuronic acid (GlcA) and N-acetyl-d-glucosamine (GlcNAc). For structural analysis of this polysaccharide, the Smith degradation, depolymerization with a recombinant endo-glycosidase from a specific bacteriophage, and selective solvolysis with CF3CO2H were applied. The two last methods resulted in formation of the same linear heptasaccharide, which was subjected to the following chemical modifications: borohydride reduction, β-elimination with alkali, and partial acid hydrolysis. The resulting oligosaccharides were isolated by gel-permeation chromatography, and their structures were established by 1H and 13C NMR spectroscopy including 2D 1H-1H and 1H-13C NMR correlation experiments, as well as high-resolution electrospray ionization mass spectrometry. Based on the data obtained, the structure of the branched heptasaccharide repeating unit containing three Rha residues and one GlcNAc residue in the main chain along with two Rha residues and one GlcA residue in the side chain was established. The polysaccharide studied belongs to a group of structurally similar capsular polysaccharides of A. baumannii, which are built up of branched oligosaccharide repeating units that include four or five l-Rha residues and one residue each of d-GlcA and d-GlcNAc.
oligosaccharide, structure, Acinetobacter baumannii, capsular polysaccharide, depolymerization
Publication DOI: 10.1007/s11172-021-3130-6Journal NLM ID: 100912060Publisher: New York: Consultants Bureau
Correspondence: chizhov

ioc.ac.ru
Institutions: N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., Moscow, Russian Federation, Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Science, 16/10 ul. Miklukho-Maklaya, 117997, Moscow, Russian Federation
Methods: 13C NMR, 1H NMR, NMR-2D, sugar analysis, mild acid hydrolysis, Smith degradation, HPLC, GPC, NaBH4 reduction, phage depolymerisation, solvolysis with trifluoroacetic acid, HR-ESI-MS
The publication contains the following compound(s):
- Compound ID: 15602
|
a-L-Rhap-(1-3)-a-L-Rhap-(1-4)-b-D-GlcpA-(1-2)-+
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-3)-a-L-Rhap-(1-2)-a-L-Rhap-(1-3)-a-L-Rhap-(1-3)-b-D-GlcpNAc-(1- |
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Structure type: polymer chemical repeating unit
Compound class: CPS
- Compound ID: 15603
Structure type: oligomer
; 626.2261 [M+Na]+
C23H41N1O17
Compound class: CPS
- Compound ID: 15604
|
a-L-Rhap-(1-3)-a-L-Rhap-(1-4)-b-D-GlcpA-(1-2)-a-L-Rhap-(1-2)-a-L-Rhap-(1-3)-a-L-Rhap-(1-3)-b-D-GlcpNAc |
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Structure type: oligomer
; 1150.3955 [M+Na]+
C44H73N1O32
Compound class: CPS
- Compound ID: 15605
|
a-L-Rhap-(1-3)-a-L-Rhap-(1-4)-b-D-GlcpA-(1-2)-a-L-Rhap-(1-2)-a-L-Rhap-(1-3)-a-L-Rhap-(1-3)-a-D-GlcpNAc |
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Structure type: oligomer
; 1150.3955 [M+Na]+
C44H73N1O32
Compound class: CPS
- Compound ID: 15606
|
a-L-Rhap-(1-3)-a-L-Rhap-(1-4)-b-D-GlcpA-(1-2)-a-L-Rhap-(1-2)-a-L-Rhap-(1-3)-a-L-Rhap-(1-3)-D-GlcNAc-ol |
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Structure type: oligomer
; 1152.4165 [M+Na]+
C44H75N1O32
Compound class: CPS
- Compound ID: 15607
|
b-D-GlcpA-(1-2)-a-L-Rhap-(1-2)-a-L-Rhap-(1-3)-a-L-Rhap-(1-3)-D-GlcNAc-ol |
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Structure type: oligomer
; 860.3001 [M+Na]+
C32H55N1O24
Compound class: CPS
- Compound ID: 15608
|
a-L-Rhap-(1-3)-a-L-Rhap-(1-4)-b-D-GlcpA-(1-2)-a-L-Rhap-(1-2)-a-L-Rhap-(1-3)-L-Rha-ol |
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Structure type: oligomer
; 949.3377 [M+Na]+
C36H62O27
Compound class: CPS
- Compound ID: 15609
|
a-L-Rhap-(1-3)-a-L-Rhap-(1-4)-b-D-GlcpA-(1-2)-a-L-Rhap-(1-2)-L-Rha-ol |
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Structure type: oligomer
; 803.2791 [M+Na]+
C30H52O23
Compound class: CPS
- Compound ID: 15610
Structure type: oligomer
; 657.2209 [M+Na]+
C24H42O19
Compound class: CPS
- Compound ID: 15611
Structure type: oligomer
; 511.1630 [M+Na]+
C18H32O15
Compound class: CPS
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